Реакция #1563936

Уравнение реакции

K2CO3

1-amino-4-((tert-butoxycarbonyl)amino)-3-fluoropyridin-1-ium 2,4-dinitrophenolate

Ethyl propiolate

→

title compound

Ethyl 5-((tert-butoxycarbonyl)amino)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxylate

Растворители

THF

Условия реакции

Обработка

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued at 28° C. for 16 hr
3. 3
   ДругоеReaction mixture
4. 4
   Фильтрацияwas filtered
5. 5
   Другоеto remove the salt, filtrate
6. 6
   Другоеcollected
7. 7
   workup.ADDITIONwas diluted with EtOAc
8. 8
   Промывкаwashed it with water
9. 9
   Сушкаdried over anhydrous sodium sulphate
10. 10
    Концентрированиеconcentrated under reduced pressure
11. 11
    Другоеto afford crude
12. 12
    ДругоеThe crude obtained
13. 13
    Другоеwas purified by column purification (using 60-120 silicagel and 10% EtOAc in Hexane as eluant)

Методика

K2CO3 (36.96 g, 267 mmol) was added to a solution of 1-amino-4-((tert-butoxycarbonyl)amino)-3-fluoropyridin-1-ium 2,4-dinitrophenolate (50 g, 121 mmol) in THF (500 mL) at 28° C. and continued stirring at same temperature for 30 min. Ethyl propiolate (14.3 g, 145 mmol) was added to above solution and stirring was continued at 28° C. for 16 hr. Reaction mixture was filtered to remove the salt, filtrate collected was diluted with EtOAc washed it with water followed by brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford crude. The crude obtained was purified by column purification (using 60-120 silicagel and 10% EtOAc in Hexane as eluant) to afford the title compound.

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